Total Synthesis of the Illicium-Derived Sesquineolignan Simonsol C

Jeremy Nugent; Martin G. Banwell; Brett D. Schwartz

doi:10.1021/acs.orglett.6b01799

Total Synthesis of the Illicium-Derived Sesquineolignan Simonsol C

Jeremy Nugent, Martin G. Banwell^*, Brett D. Schwartz

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

The racemic form of the title natural product 1 has been synthesized by engaging, as a key step, the iodoarene-tethered cyclohexene 22 in an intramolecular Heck reaction to give compound 23. This angularly substituted tetrahydrodibenzo[b,d]furan was elaborated over a further five steps into target (±)-1.

Original language	English
Pages (from-to)	3798-3801
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	15
DOIs	https://doi.org/10.1021/acs.orglett.6b01799
Publication status	Published - 5 Aug 2016

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title = "Total Synthesis of the Illicium-Derived Sesquineolignan Simonsol C",

abstract = "The racemic form of the title natural product 1 has been synthesized by engaging, as a key step, the iodoarene-tethered cyclohexene 22 in an intramolecular Heck reaction to give compound 23. This angularly substituted tetrahydrodibenzo[b,d]furan was elaborated over a further five steps into target (±)-1.",

author = "Jeremy Nugent and Banwell, \{Martin G.\} and Schwartz, \{Brett D.\}",

note = "Publisher Copyright: {\textcopyright} 2016 American Chemical Society.",

year = "2016",

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doi = "10.1021/acs.orglett.6b01799",

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AU - Nugent, Jeremy

AU - Banwell, Martin G.

AU - Schwartz, Brett D.

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Y1 - 2016/8/5

N2 - The racemic form of the title natural product 1 has been synthesized by engaging, as a key step, the iodoarene-tethered cyclohexene 22 in an intramolecular Heck reaction to give compound 23. This angularly substituted tetrahydrodibenzo[b,d]furan was elaborated over a further five steps into target (±)-1.

AB - The racemic form of the title natural product 1 has been synthesized by engaging, as a key step, the iodoarene-tethered cyclohexene 22 in an intramolecular Heck reaction to give compound 23. This angularly substituted tetrahydrodibenzo[b,d]furan was elaborated over a further five steps into target (±)-1.

UR - https://www.scopus.com/pages/publications/84981272315

U2 - 10.1021/acs.orglett.6b01799

DO - 10.1021/acs.orglett.6b01799

M3 - Article

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VL - 18

SP - 3798

EP - 3801

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Total Synthesis of the Illicium-Derived Sesquineolignan Simonsol C

Abstract

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